So what is seen below is the retro-synthesis, the break down of Meparfynol to it's original carbon carbon triple bond state.
And what is seen below is the synthesis of Meparfynol.
The reaction shown above shows the synthesis of Meparfynol from a simple triple bonded carbon carbon chain. In the presence of NaNH2, it deprotonizes the C2H2 chain and leaves a lone pair instead. When CH3CH2BR is added, it then changes the bond structure creating C5H8, this is then the first basic reaction before undergoing phase 2 to become Meparfynol. Then adding HGSO4/H2SO4 will then turn it into an alchohol and it is protonized to stabilize the structure making a ketone. We then make an acetylide by adding NaNH2 and then the Na ion reacts with H2C2 then making our sedative, Meparfynol.
Sources:
Organic Chemistry Textbook- D. Wade, Ch. 9 and 10 ChemSketch www.docstoc.com/tutorial- 1 Drashti, Madhuri and Jonas: This is great. It is the first really complete synthesis that I have seen Nice team work. Bruce Bondurant Nathan: THis is a perfectly workable synthesis. I see that you are putting the alkyne in the middle. In this case either murcuric sulfate or siaborane could be used. This coulld make the synthesis safer, because it would not require mercury. Please attach a reterosynthesys and description
Place syntheses below
So what is seen below is the retro-synthesis, the break down of Meparfynol to it's original carbon carbon triple bond state.
And what is seen below is the synthesis of Meparfynol.
The reaction shown above shows the synthesis of Meparfynol from a simple triple bonded carbon carbon chain. In the presence of NaNH2, it deprotonizes the C2H2 chain and leaves a lone pair instead. When CH3CH2BR is added, it then changes the bond structure creating C5H8, this is then the first basic reaction before undergoing phase 2 to become Meparfynol. Then adding HGSO4/H2SO4 will then turn it into an alchohol and it is protonized to stabilize the structure making a ketone. We then make an acetylide by adding NaNH2 and then the Na ion reacts with H2C2 then making our sedative, Meparfynol.
Sources:
Organic Chemistry Textbook- D. Wade, Ch. 9 and 10
ChemSketch
www.docstoc.com/tutorial- 1
Drashti, Madhuri and Jonas: This is great. It is the first really complete synthesis that I have seen Nice team work.
Bruce Bondurant
Nathan:
THis is a perfectly workable synthesis. I see that you are putting the alkyne in the middle. In this case either murcuric sulfate or siaborane could be used. This coulld make the synthesis safer, because it would not require mercury. Please attach a reterosynthesys and description